4-(2-(5-(chloromethyl)-4-(4-(trifluoromethoxy)phenyl)-1H-1,2,3-triazol-1-yl)ethyl)-3,5-dimethylisoxazole

Base Information

• Chemical Name: 4-(2-(5-(chloromethyl)-4-(4-(trifluoromethoxy)phenyl)-1H-1,2,3-triazol-1-yl)ethyl)-3,5-dimethylisoxazole
• CAS No.: 1869921-96-9
• Molecular Formula: C₁₇H₁₆ClF₃N₄O₂
• Molecular Weight: 400.788
• Mol file: 1869921-96-9.mol

Synonyms:

Chemical Property of 4-(2-(5-(chloromethyl)-4-(4-(trifluoromethoxy)phenyl)-1H-1,2,3-triazol-1-yl)ethyl)-3,5-dimethylisoxazole

Chemical Property:

Purity/Quality:

98%,99%, ^*data from raw suppliers

AA-CW236 ≥98% (HPLC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: AA-CW236 has been used as an inhibitor of m6G DNA methyltransferase in mouse embryo fibroblasts.

Technology Process of 4-(2-(5-(chloromethyl)-4-(4-(trifluoromethoxy)phenyl)-1H-1,2,3-triazol-1-yl)ethyl)-3,5-dimethylisoxazole

There total 3 articles about 4-(2-(5-(chloromethyl)-4-(4-(trifluoromethoxy)phenyl)-1H-1,2,3-triazol-1-yl)ethyl)-3,5-dimethylisoxazole which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 92.0%

(1-(2-(3,5-dimethylisoxazol-4-yl)ethyl)-4-(4-(trifluoromethoxy)phenyl)-1H-1,2,3-triazol-5-yl)methanol → 4-(2-(5-(chloromethyl)-4-(4-(trifluoromethoxy)phenyl)-1H-1,2,3-triazol-1-yl)ethyl)-3,5-dimethylisoxazole (1869921-96-9)

Guidance literature:

(1-(2-(3,5-dimethylisoxazol-4-yl)ethyl)-4-(4-(trifluoromethoxy)phenyl)-1H-1,2,3-triazol-5-yl)methanol; With methanesulfonyl chloride; triethylamine; In dichloromethane; at 0 - 20 ℃; for 1h;

With tetrabutyl-ammonium chloride; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1002/anie.201511301

Reference yield:

3-(4-(trifluoromethoxy)phenyl)prop-2-yn-1-ol (893642-04-1) → 4-(2-(5-(chloromethyl)-4-(4-(trifluoromethoxy)phenyl)-1H-1,2,3-triazol-1-yl)ethyl)-3,5-dimethylisoxazole (1869921-96-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: pentamethylcyclopentadienyl bis(triphenylphosphine)ruthenium(II) chloride / toluene / 80 °C / Inert atmosphere; Sealed tube

2.1: triethylamine; methanesulfonyl chloride / dichloromethane / 1 h / 0 - 20 °C

2.2: 1 h / 20 °C

With pentamethylcyclopentadienyl bis(triphenylphosphine)ruthenium(II) chloride; methanesulfonyl chloride; triethylamine; In dichloromethane; toluene;

DOI:10.1002/anie.201511301

Reference yield:

1-ethynyl-4-(trifluoromethoxy)benzene (160542-02-9) → 4-(2-(5-(chloromethyl)-4-(4-(trifluoromethoxy)phenyl)-1H-1,2,3-triazol-1-yl)ethyl)-3,5-dimethylisoxazole (1869921-96-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: ethylmagnesium bromide / tetrahydrofuran / 0.5 h / 20 °C / Inert atmosphere

1.2: 20 °C / Inert atmosphere

2.1: pentamethylcyclopentadienyl bis(triphenylphosphine)ruthenium(II) chloride / toluene / 80 °C / Inert atmosphere; Sealed tube

3.1: triethylamine; methanesulfonyl chloride / dichloromethane / 1 h / 0 - 20 °C

3.2: 1 h / 20 °C

With pentamethylcyclopentadienyl bis(triphenylphosphine)ruthenium(II) chloride; ethylmagnesium bromide; methanesulfonyl chloride; triethylamine; In tetrahydrofuran; dichloromethane; toluene;

DOI:10.1002/anie.201511301

upstream raw materials:

3-(4-(trifluoromethoxy)phenyl)prop-2-yn-1-ol

1-ethynyl-4-(trifluoromethoxy)benzene